I did a thing at Boston College one summer (between 11th & 12th grade) where I essentially took 12 semester units of lower division college credit while living in dorms with other kids who were in the same program (although their classes varied depending on interest; poli sci, art, what have you). Anyway, I was all of 16 and didn't know anyone, so I'd do stuff like ride the T Green Line to downtown and check out Paul Revere's house, or Sharper Image, or the street where the molasses flood of 1919 happened etc. One night I was walking back to campus from the subway and saw one of my classmates ahead; a young lass from Long Island who I fancied some. In typical teenboy manner I followed along about 30 yards back, trying to figure out what to say to her, the best thing she was wearing to compliment her on, etc etc. After a bit it occurred to me the route she'd picked to go back to campus was kind of strange - there were some weird turns here and there - and damn was she walking fast. Finally we got back to the dorms, but she ducked down a hallway before I worked up the nerve to say hi. The next day, of course, I learned that I had terrified her (she was too scared to turn around to see who was 'stalking' her) and felt really bad.
Awkward.